“I could have stayed” – ‘Absolutely fantastic’ player regrets decision to leave Tottenham
The world of professional football is filled with pivotal moments and decisions that can define a career. For former Tottenham Hotspur defender Michael Dawson, one such decision has lingered with him for years, a choice he now openly admits was a mistake.
In a recent interview, the beloved club stalwart revealed the deep regret he feels over his decision to leave North London in 2014, a move he wishes he could take back.
Dawson’s time at Tottenham was marked by consistency, passion, and leadership. Over the course of nine years, he made over 300 appearances, becoming a fan favorite and a crucial part of the team that famously won the League Cup in 2008.
Under managers like Harry Redknapp, he was described as “absolutely fantastic,” a rock at the back whose commitment was never in question.
However, as the club’s ambitions evolved and new managers arrived, Dawson began to question his place in the project.

When Mauricio Pochettino took over in the summer of 2014, Dawson found himself at a crossroads. Despite the new manager not explicitly telling him to leave, the defender was uncertain about his playing time.
Worried that he might not be a regular starter, he made the difficult choice to seek a new challenge, eventually completing a move to Hull City.
It was a decision driven by a desire to play regularly, but one he almost immediately second-guessed.
In his own words, Dawson recalls the profound sense of doubt that washed over him almost immediately. “I remember driving home from Hull, the day after I signed,” he shared, “and remember thinking, ‘I wish I could phone Daniel (Levy) to tell him to take me back’.”
This wasn’t a reflection on Hull City as a club, but rather a powerful realization that the timing of his departure felt wrong.
He had left a place he considered home, a club where he was a respected leader, based on a fear that may not have been entirely justified.
Looking back, it’s easy to wonder what might have been. Pochettino’s early years at Tottenham were built on instilling a strong mentality and a resilient defensive structure qualities that Dawson embodied.
Even if he hadn’t started every game, his experience and presence in the dressing room could have been invaluable during a transformative period for the club.
His leadership might have provided stability for a young squad learning a demanding new system.
Dawson’s honesty about his regret is a reminder of the human side of football. Behind every transfer is a person weighing their career, their happiness, and their future.
Sometimes, the desire for immediate playing time can overshadow the long-term value of staying at a club where you are valued and respected.
For Dawson, the lesson was learned too late. His story serves as a poignant reflection on loyalty, timing, and the difficulty of knowing when to stay and when to go—a dilemma every professional athlete faces at some point in their career.